HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1'-Thiocarbonyldiimidazole → 1-(4-Isothiocyanatophenyl)-4-cyclopropylmethylpiperazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1'-Thiocarbonyldiimidazole | HCID 80264 | — |
| Reactant | 4-[4-(Cyclopropylmethyl)piperazin-1-yl]aniline | HCID 21958911 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(4-Isothiocyanatophenyl)-4-cyclopropylmethylpiperazine | HCID 21958916 | — |
Reaction Conditions
| Temperature | -15 °C |
|---|
Reaction Steps
A solution of 4-[4-(cyclopropylmethyl)-1-piperazinyl]benzenamine (3.7 g, 16 mmol) (from Step B above) in N,N-dimethylformamide (50 mL) was added dropwise over 20 min to a cooled (−15° C.) solution of thiocarbonyldiimidazole (2.87 g, 16.1 mmol) (Aldrich) in N,N-dimethylformamide (25 mL). After the addition was complete, the mixture was stirred at −15° C. for 20 min, then the cooling bath was removed and the solution was stirred for 1 h. Ice-water (1000 mL) was added and the mixture was stirred for 30 min. The solid was filtered off and washed with water and dried under vacuum. (4 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094896B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-604b53f6ab9a40748ebb4ec414303e96 |
| Source note | uspto-grants-2006_08 |